4-Hydroxyisophthalic acid

HCID 12490

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Substructure search Find similar structures

Basic information

CAS: 636-46-4
Standard SMILES: O=C(O)c1ccc(O)c(C(=O)O)c1
InChIKey: BCEQKAQCUWUNML-UHFFFAOYSA-N
Molecular formula: C8H6O5
Average molar mass: 182.13 g/mol
Monoisotopic mass: 182.02152329

Overview

4-Hydroxyisophthalic acid is a 2-hydroxyisophthalic acid.

Names & identifiers

Preferred name: 4-Hydroxyisophthalic acid
IUPAC: 4-hydroxybenzene-1,3-dicarboxylic acid
English name: 4-Hydroxyisophthalic acid
Molecular formula: C8H6O5
Molecular weight: 182.13

Names & synonyms

4-Hydroxyisophthalic acid636-46-4Eupirina4-Hydroxybenzene-1,3-dicarboxylic acid4-Hydroxy-m-phthalic acidIsophthalic acid, 4-hydroxy-4-HIPA4-HYDROXY-1,3-BENZENEDICARBOXYLIC ACIDNSC-2445P87FF77O00DTXSID50862332RefChem:524039

Show more names

NSC 2445Aspirin IMpurity BAspirin Impurity 2RARECHEM AL BE 01044-HydroxyisophthalicAspirin EP IMpurity B4-hydroxy-isophthalicaci

DTXCID60203772211-258-01,3-Benzenedicarboxylic acid, 4-hydroxy-MFCD000103914-hydroxyisophthalateBRN 22119814-hydroxyisophtalic acidNSC2445

Database identifiers

CAS: 636-46-4
PubChem CID: 12490
DTXSID: DTXSID50862332
ChEBI: CHEBI:229985
UNII: P87FF77O00
EC Number: 211-258-0
Nikkaji: J94.855A

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 94.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 225

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 300 °C · >300°C
Boiling point: 310 C · 310 C
Density: 1.4411 · 1.4411 (rough estimate)
refractive index: 1.569 · 1.5690 (estimate)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: solid
pka: 2 · 2+-.0.10(Predicted)
color: White to Pale Purple
Water Solubility: 0.3 g/L · 0.3g/L(24 ºC)
Merck: 14 · 14,4827
Stability: Hygroscopic
InChI: 1S/C8H6O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)(H,12,13)
InChIKey: BCEQKAQCUWUNML-UHFFFAOYSA-N
SMILES: OC(C1=CC(C(O)=O)=C(O)C=C1)=O
CAS DataBase Reference: 636 · 636-46-4(CAS DataBase Reference)
FDA UNII: 87 FF77O00 · P87FF77O00
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-41-22-36/38
Safety Statements: 26 · 26-36/37/39-36-39-6
WGK Germany: 3 · 3
RTECS: 2544000 · NT2544000
HS Code: 29182900 · 29182900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (95.7%)

Safety data

wgk: 3
rtecs: NT2544000
hs_code: 29182900
risk_code: 36/37/38-41-22-36/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-36/37/39-36-39-6
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses4-Hydroxyisophthalic acid has been proposed as an improvement over aspirin. An impurity of Acetylsalicylic acid (A187780). Acetylsalicylic Acid Impurity B; Aspirin Impurity B

General DescriptionPharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.